Meet the Cast

Kree’s oldest friend, and the world is smaller with him in it. Made his fortune, then chose the world over a mansion. Boba tea is his drink of choice.

Left the corporate grind for a hut on a Thai island. Built a digital nomad life that feels free and runs on iced coffee and no sleep. She makes fast, real friends, and every one of them eventually leaves the island.

Forty years of this, and nothing surprises her. She is the reason everyone in this cast eventually knows each other.

Kree’s sister. 183 days a year in New York earning enough to fund the rest of it. Tired of the hassle, not tired enough to stop.

American-born, loves to travel. Fell in love and came back home with a husband, Stood beside Van as his career launched them into a very high tax bracket. Lives the "American dream" but there's someplace that she'd rather be.

Queenie’s doting husband and highly compensated software engineer in big tech. They met abroad, then moved to the US when the job offer was too good to pass up. Taxes make him cringe.

Ethiopian-American food creator with millions of followers. Moved to her ancestral home to do something real with her platform, and found out how foreign she actually is.

Kree’s friend, still stateside. Wants out badly enough to keep almost starting the business that would get her there.

Gives you confident advice you didn’t ask for. He is always sure. He is often wrong.

Twenty-two years in Army Special Forces, deployed across Latin America on the strength of his Spanish. Retired to paradise in Costa Rica, and found out retirement comes with its own U.S. tax ambushes.